This film must have something going for it as I didn't fall asleep, but that aside it really didn't have many redeeming features for me. In fact the only one I can think of is that its short.
Shaun is a teenager who finds a book on a beach, which sparks off his decision to want to be a writer. To further advance his writing he wants to go to Stanford where he would be able to meet the author of the book he found. However due to an administrative error his application is rejected.
The film alternates between standard teen type comedy, which I've seen done much better elsewhere, and then sudden lurches to a drippy message movie with songs that reflect Shauns angst or frustration. So we go from man in underpants (Jack Black) bumbling in on an important meeting (I didn't laugh) to Shaun walking down the street with an appropriately worded song playing in the background, reflecting the characters sadness or whatever.
The irony is that at one point in the film one of the characters (can't remember who) is talking about the faults in many writers, or perhaps writing in general and describes the main fault of this film.
Maybe if I was 30 years younger I might appreciate it, but I found it entirely predictable and suggest only purchasing if you know its your sort of film or its very cheap.